Book Holiday Homes in Sisters

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Featured Holiday Homes in Sisters

Sensational Designer's Townhouse in the heart of Eagle Crest.

Sensational Designer's Townhouse in the heart of Eagle Crest.

Redmond
Located in Redmond, this vacation home is within a 10-minute drive of Deschutes River and Eagle Ridge Sports Center and Spa.
Sensational Designer's Townhouse in the heart of Eagle Crest.
Private Hot Tub & Deck, Family, Eagle Crest, Sunny Getaway!

Private Hot Tub & Deck, Family, Eagle Crest, Sunny Getaway!

Redmond
Located in Redmond, this vacation home is within a 5-minute drive of Eagle Ridge Sports Center and Spa and Eagle Crest Golf Courses.
Private Hot Tub & Deck, Family, Eagle Crest, Sunny Getaway!
Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly

Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly

Bend
Located in Bend (Southern Crossing), this vacation home is within a 5-minute drive of Old Mill District and Deschutes River.
Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly
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Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River

Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River

Bend
With a stay at this vacation home in Bend (Southern Crossing), you'll be within a 10-minute walk of Deschutes River and Old Mill District.
Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River
 Walk To Downtown & The Last Blockbuster from recently renovated home

Walk To Downtown & The Last Blockbuster from recently renovated home

Bend
The price is AU$495 per night from 1 Jan to 2 Jan
AU$495
includes taxes & fees
1 Jan - 2 Jan 2025
With a stay at this vacation home, you'll be centrally located in Bend, just a 4-minute walk from Central Bend and 8 minutes by foot from Blockbuster.
Walk To Downtown & The Last Blockbuster from recently renovated home
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

Terrebonne
The price is AU$534 per night from 6 Jan to 7 Jan
AU$534
includes taxes & fees
6 Jan - 7 Jan 2025
Located in Terrebonne, this vacation home is in a rural location, within a 15-minute drive of Deschutes River and Crooked River Ranch Golf Course.
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
New house in Redmond, 15 minutes to Airport and Smith Rock

New house in Redmond, 15 minutes to Airport and Smith Rock

Redmond
The price is AU$942 per night from 23 Dec to 24 Dec
AU$942
includes taxes & fees
23 Dec - 24 Dec
When you stay at this vacation home in Redmond, you'll be within a 10-minute drive of Weigand Family Dog Park and High Desert Sports Complex.
New house in Redmond, 15 minutes to Airport and Smith Rock
Modern Tollgate Home - HOT TUB, Half Acre Lot

Modern Tollgate Home - HOT TUB, Half Acre Lot

Sisters
The price is AU$758 per night from 26 Dec to 27 Dec
AU$758
includes taxes & fees
26 Dec - 27 Dec
Located in Sisters, this vacation home is within a 10-minute drive of Cork Cellars and Village Green Park.
Modern Tollgate Home - HOT TUB, Half Acre Lot
Golf Course Retreat w/ Hot Tub, Close to Lodge

Golf Course Retreat w/ Hot Tub, Close to Lodge

Black Butte Ranch
When you stay at this vacation home in Sisters, you'll be next to a golf course and 13 minutes by foot from Big Meadow Golf Course.
Golf Course Retreat w/ Hot Tub, Close to Lodge
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Sisters Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Sisters vacation homes are the perfect way for you to wing it.

Holiday houses in Sisters let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Sisters in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Sisters adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Sisters with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Sisters vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Sisters Holiday Homes essential information

Accommodation
1061 Holiday Homes
Lowest Price
AU$205
Highest Price
AU$942
Popular accommodation
Sensational Designer's Townhouse in the heart of Eagle Crest. , Private Hot Tub & Deck, Family, Eagle Crest, Sunny Getaway!, Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly, Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River, Walk To Downtown & The Last Blockbuster from recently renovated home, Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace, New house in Redmond, 15 minutes to Airport and Smith Rock, Modern Tollgate Home - HOT TUB, Half Acre Lot, Golf Course Retreat w/ Hot Tub, Close to Lodge

Top trending hotels in Sisters

FivePine Lodge & Spa

FivePine Lodge & Spa

4 out of 5
1021 Desperado Trail, Sisters, OR
Fully refundableReserve now, pay when you stay
The price is AU$299 per night from 1 Jan to 2 Jan
AU$299
includes taxes & fees
1 Jan - 2 Jan 2025
With a stay at FivePine Lodge & Spa in Sisters, you'll be a 2-minute walk from Shibui Spa and 11 minutes by foot from Peterson Ridge Trail.
FivePine Lodge & Spa
GrandStay Hotel & Suites

GrandStay Hotel & Suites

3 out of 5
1026 W Rail Way, Sisters, OR
Fully refundableReserve now, pay when you stay
The price is AU$256 per night from 23 Dec to 24 Dec
AU$256
includes taxes & fees
23 Dec - 24 Dec
With a stay at GrandStay Hotel & Suites in Sisters, you'll be 24.1 mi (38.8 km) from Old Mill District and 24.4 mi (39.3 km) from Deschutes Brewery.
GrandStay Hotel & Suites
Sisters Inn And Suites

Sisters Inn And Suites

2.5 out of 5
605 North Arrowleaf Trail, P.O. Box 938, Sisters, OR
Fully refundableReserve now, pay when you stay
The price is AU$205 per night from 5 Jan to 6 Jan
AU$205
includes taxes & fees
5 Jan - 6 Jan 2025
With a stay at Sisters Inn And Suites in Sisters, you'll be 21.3 mi (34.2 km) from Hoodoo Ski Area and 21.4 mi (34.4 km) from Deschutes County Fairgrounds Expo ...
Sisters Inn And Suites
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Best Western Ponderosa Lodge

Best Western Ponderosa Lodge

2.5 out of 5
790 W Barclay Drive, Sisters, OR
Fully refundableReserve now, pay when you stay
The price is AU$239 per night from 5 Jan to 6 Jan
AU$239
includes taxes & fees
5 Jan - 6 Jan 2025
When you stay at Best Western Ponderosa Lodge in Sisters, you'll be next to a golf course, within a 5-minute drive of Cork Cellars and Village Green Park.
Best Western Ponderosa Lodge
Don't see what you're looking for?
See all available properties in Sisters
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.